Thieno[3,4-b]thiophene-based organic dyes for dye-sensitized solar cells

Yung Chung Chen, Hsien Hsin Chou, Ming Chih Tsai, Sheng Yu Chen, Jiann T. Lin, Ching-Fa Yao, Kellen Chen

Research output: Contribution to journalArticle

37 Citations (Scopus)

Abstract

New dipolar sensitizers containing an ethyl thieno[3,4-b]thiophene-2- carboxylate (ETTC) entity in the conjugated spacer have been synthesized in two isomeric forms. These compounds were used as the sensitizers of n-type dye-sensitized solar cells (DSSCs). The best conversion efficiency (5.31 %) reaches approximately 70 % of the N719-based (7.41 %) DSSC fabricated and measured under similar conditions. The ETTC-containing compounds exhibit a bathochromic shift of the absorption compared to their thiophene congeners due to the quinoid effect, however, charge-trapping at the ester group of ETTC was found to jeopardize the electron injection and lower the cell efficiency. Charge trapping is alleviated as the ester group of ETTC is replaced with a hydrogen atom, as evidenced from the theoretical computation.

Original languageEnglish
Pages (from-to)5430-5437
Number of pages8
JournalChemistry - A European Journal
Volume18
Issue number17
DOIs
Publication statusPublished - 2012 Apr 23

Fingerprint

Thiophenes
Charge trapping
Esters
Coloring Agents
Electron injection
Conversion efficiency
Hydrogen
Atoms
Electrons
Injections
Dye-sensitized solar cells
thiophene-2-carboxylate

Keywords

  • dye-sensitized solar cells
  • electron transfer
  • metal-free sensitizers
  • quantum chemistry
  • quinoids

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Cite this

Chen, Y. C., Chou, H. H., Tsai, M. C., Chen, S. Y., Lin, J. T., Yao, C-F., & Chen, K. (2012). Thieno[3,4-b]thiophene-based organic dyes for dye-sensitized solar cells. Chemistry - A European Journal, 18(17), 5430-5437. https://doi.org/10.1002/chem.201200012

Thieno[3,4-b]thiophene-based organic dyes for dye-sensitized solar cells. / Chen, Yung Chung; Chou, Hsien Hsin; Tsai, Ming Chih; Chen, Sheng Yu; Lin, Jiann T.; Yao, Ching-Fa; Chen, Kellen.

In: Chemistry - A European Journal, Vol. 18, No. 17, 23.04.2012, p. 5430-5437.

Research output: Contribution to journalArticle

Chen, YC, Chou, HH, Tsai, MC, Chen, SY, Lin, JT, Yao, C-F & Chen, K 2012, 'Thieno[3,4-b]thiophene-based organic dyes for dye-sensitized solar cells', Chemistry - A European Journal, vol. 18, no. 17, pp. 5430-5437. https://doi.org/10.1002/chem.201200012
Chen, Yung Chung ; Chou, Hsien Hsin ; Tsai, Ming Chih ; Chen, Sheng Yu ; Lin, Jiann T. ; Yao, Ching-Fa ; Chen, Kellen. / Thieno[3,4-b]thiophene-based organic dyes for dye-sensitized solar cells. In: Chemistry - A European Journal. 2012 ; Vol. 18, No. 17. pp. 5430-5437.
@article{bce883a9e7ed4db08b59ae09cf84253f,
title = "Thieno[3,4-b]thiophene-based organic dyes for dye-sensitized solar cells",
abstract = "New dipolar sensitizers containing an ethyl thieno[3,4-b]thiophene-2- carboxylate (ETTC) entity in the conjugated spacer have been synthesized in two isomeric forms. These compounds were used as the sensitizers of n-type dye-sensitized solar cells (DSSCs). The best conversion efficiency (5.31 {\%}) reaches approximately 70 {\%} of the N719-based (7.41 {\%}) DSSC fabricated and measured under similar conditions. The ETTC-containing compounds exhibit a bathochromic shift of the absorption compared to their thiophene congeners due to the quinoid effect, however, charge-trapping at the ester group of ETTC was found to jeopardize the electron injection and lower the cell efficiency. Charge trapping is alleviated as the ester group of ETTC is replaced with a hydrogen atom, as evidenced from the theoretical computation.",
keywords = "dye-sensitized solar cells, electron transfer, metal-free sensitizers, quantum chemistry, quinoids",
author = "Chen, {Yung Chung} and Chou, {Hsien Hsin} and Tsai, {Ming Chih} and Chen, {Sheng Yu} and Lin, {Jiann T.} and Ching-Fa Yao and Kellen Chen",
year = "2012",
month = "4",
day = "23",
doi = "10.1002/chem.201200012",
language = "English",
volume = "18",
pages = "5430--5437",
journal = "Chemistry - A European Journal",
issn = "0947-6539",
publisher = "Wiley-VCH Verlag",
number = "17",

}

TY - JOUR

T1 - Thieno[3,4-b]thiophene-based organic dyes for dye-sensitized solar cells

AU - Chen, Yung Chung

AU - Chou, Hsien Hsin

AU - Tsai, Ming Chih

AU - Chen, Sheng Yu

AU - Lin, Jiann T.

AU - Yao, Ching-Fa

AU - Chen, Kellen

PY - 2012/4/23

Y1 - 2012/4/23

N2 - New dipolar sensitizers containing an ethyl thieno[3,4-b]thiophene-2- carboxylate (ETTC) entity in the conjugated spacer have been synthesized in two isomeric forms. These compounds were used as the sensitizers of n-type dye-sensitized solar cells (DSSCs). The best conversion efficiency (5.31 %) reaches approximately 70 % of the N719-based (7.41 %) DSSC fabricated and measured under similar conditions. The ETTC-containing compounds exhibit a bathochromic shift of the absorption compared to their thiophene congeners due to the quinoid effect, however, charge-trapping at the ester group of ETTC was found to jeopardize the electron injection and lower the cell efficiency. Charge trapping is alleviated as the ester group of ETTC is replaced with a hydrogen atom, as evidenced from the theoretical computation.

AB - New dipolar sensitizers containing an ethyl thieno[3,4-b]thiophene-2- carboxylate (ETTC) entity in the conjugated spacer have been synthesized in two isomeric forms. These compounds were used as the sensitizers of n-type dye-sensitized solar cells (DSSCs). The best conversion efficiency (5.31 %) reaches approximately 70 % of the N719-based (7.41 %) DSSC fabricated and measured under similar conditions. The ETTC-containing compounds exhibit a bathochromic shift of the absorption compared to their thiophene congeners due to the quinoid effect, however, charge-trapping at the ester group of ETTC was found to jeopardize the electron injection and lower the cell efficiency. Charge trapping is alleviated as the ester group of ETTC is replaced with a hydrogen atom, as evidenced from the theoretical computation.

KW - dye-sensitized solar cells

KW - electron transfer

KW - metal-free sensitizers

KW - quantum chemistry

KW - quinoids

UR - http://www.scopus.com/inward/record.url?scp=84859922120&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84859922120&partnerID=8YFLogxK

U2 - 10.1002/chem.201200012

DO - 10.1002/chem.201200012

M3 - Article

C2 - 22422730

AN - SCOPUS:84859922120

VL - 18

SP - 5430

EP - 5437

JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

SN - 0947-6539

IS - 17

ER -